Diethyl 2-[(4-methoxy-2-nitrophenyl)hydrazinylidene]propanedioate

Base Information

• Chemical Name: Diethyl 2-[(4-methoxy-2-nitrophenyl)hydrazinylidene]propanedioate
• CAS No.: 64605-83-0
• Molecular Formula: C₁₄H₁₇N₃O₇
• Molecular Weight: 339.305
• DSSTox Substance ID: DTXSID40372319
• Nikkaji Number: J1.422.245F
• Mol file: 64605-83-0.mol

Synonyms:64605-83-0;diethyl 2-[(4-methoxy-2-nitrophenyl)hydrazinylidene]propanedioate;Propanedioic acid, [(4-methoxy-2-nitrophenyl)hydrazono]-, diethyl ester;DTXSID40372319;CCG-55591;SR-01000644609-1;Diethyl [(4-methoxy-2-nitrophenyl)hydrazono]malonate

Chemical Property of Diethyl 2-[(4-methoxy-2-nitrophenyl)hydrazinylidene]propanedioate

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 339.10664989
• Heavy Atom Count: 24
• Complexity: 469

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=NNC1=C(C=C(C=C1)OC)[N+](=O)[O-])C(=O)OCC

Technology Process of Diethyl 2-[(4-methoxy-2-nitrophenyl)hydrazinylidene]propanedioate

There total 2 articles about Diethyl 2-[(4-methoxy-2-nitrophenyl)hydrazinylidene]propanedioate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

diethyl malonate (105-53-3) → 2-nitro-4-methoxydiethylmesoxalate phenylhydrazone (64605-83-0)

Guidance literature:

With ethanol; sodium acetate;

DOI:10.1021/jo01165a007

Reference yield:

diethyl malonate (105-53-3) + 4-methoxy-2-nitroaniline (96-96-8) → 2-nitro-4-methoxydiethylmesoxalate phenylhydrazone (64605-83-0)

Guidance literature:

With sulfuric acid; sodium acetate; sodium nitrite; Yield given. Multistep reaction; 1.) H₂O, 0 deg C, 48 h 2.) ethanol, 0 deg C, 1 h;

DOI:10.1002/jhet.5570190411

Reference yield: 98.2%

2-nitro-4-methoxydiethylmesoxalate phenylhydrazone (64605-83-0) → 2-nitro-4-methoxymesoxalic acid phenylhydrazone (84258-88-8)

Guidance literature:

With hydrogenchloride; sodium hydroxide; 1.) ethanol, reflux, 8 h, 2.) H₂O, reflux, 9 h;

DOI:10.1002/jhet.5570190411

upstream raw materials:

diethyl malonate

4-methoxy-2-nitroaniline

Downstream raw materials:

2-nitro-4-methoxymesoxalic acid phenylhydrazone

2-nitro-4-methoxymesoxalyl chloride phenylhydrazone